The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Nov. 08, 2016

Filed:

Feb. 26, 2014
Applicant:

President and Fellows of Harvard College, Cambridge, MA (US);

Inventors:

Theodore Alexander Betley, Cambridge, MA (US);

Elisabeth Therese Hennessy, Cambridge, MA (US);

Assignee:
Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07C 209/02 (2006.01); C07C 211/40 (2006.01); C07C 211/41 (2006.01); C07F 15/02 (2006.01); C07D 205/04 (2006.01); C07D 207/06 (2006.01); C07D 207/16 (2006.01); C07D 209/54 (2006.01); C07D 211/16 (2006.01); C07D 263/04 (2006.01);
U.S. Cl.
CPC ...
C07C 209/02 (2013.01); C07D 205/04 (2013.01); C07D 207/06 (2013.01); C07D 207/16 (2013.01); C07D 209/54 (2013.01); C07D 211/16 (2013.01); C07D 263/04 (2013.01); C07F 15/025 (2013.01); C07C 2101/10 (2013.01); C07C 2101/14 (2013.01); C07C 2101/16 (2013.01); C07C 2101/18 (2013.01); C07C 2103/74 (2013.01);
Abstract

The present invention provides novel synthetic methods for making acyclic secondary amines by reacting an azide with a compound bearing one or more C—H groups, catalyzed by a Fe-dipyrromethene complex. The acyclic secondary amines are thought to be formed through an intermolecular nitrene transfer. Also provided herein are methods of synthesizing protected (e.g., Boc- or Fmoc-protected) cyclic secondary amines (e.g., 5-, 6-, and 7-membered cyclic secondary amines) by reacting an azide that bears one or more C—H groups, catalyzed by a Fe-dipyrromethene complex. The protected cyclic secondary amines are thought to be formed through an intramolecular nitrene transfer and may be subsequently deprotected to yield cyclic secondary amines.


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